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Involvement of free nitrenium ions, ion pairs, and preassociation trapping in the reactions of ester derivatives of N-arylhydroxylamines and N-arylhydroxamic acids in …

M Novak, MJ Kahley, J Lin, SA Kennedy…

文献索引:Novak, Michael; Kahley, Mary Jo; Lin, Jing; Kennedy, Sonya A.; James, Tishia G. Journal of Organic Chemistry, 1995 , vol. 60, # 25 p. 8294 - 8304

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被引用次数: 60

摘要

Rate and product yield data for the decomposition of the ester derivatives of N- arylhydroxylamines and N-arylhydroxamic acids la-i in aqueous solution in the presence of N3-support a mechanistic scheme (Scheme 5) in which the trapping by N3-changes from trapping of the free ion, to trapping of an ion pair, to a preassociation process as the ion becomes more reactive. When the rate constant for trapping of the free ion by solvent, k,,<- ...